benzyl (2S)-2-hydroxy-2-phenylacetate

• ChemBase ID: 147659
• Molecular Formular: C15H14O3
• Molecular Mass: 242.26986
• Monoisotopic Mass: 242.09429431
• SMILES: c1ccc(cc1)COC(=O)[C@H](c1ccccc1)O
• Canonical SMILES: O[C@@H](c1ccccc1)C(=O)OCc1ccccc1
• InChI: InChI=1S/C15H14O3/c16-14(13-9-5-2-6-10-13)15(17)18-11-12-7-3-1-4-8-12/h1-10,14,16H,11H2/t14-/m0/s1
• InChIKey: JFKWZVQEMSKSBU-AWEZNQCLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: benzyl (2S)-2-hydroxy-2-phenylacetate
• IUPAC Traditional name: benzyl (2S)-2-hydroxy-2-phenylacetate
• Synonyms: Benzyl (S)-(+)-mandelate; (S)-(+)-扁桃酸苄酯

Database IDs

• CAS Number: 62173-99-3
• MDL Number: MFCD00274325
• PubChem SID: 24869445; 162241846
• PubChem CID: 667423

CALCULATED PROPERTIES

• Acid pKa: 11.990684
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 2.7662027
• LogD (pH = 7.4): 2.7661917
• Log P: 2.766203
• Molar Refractivity: 68.0855 cm^3
• Polarizability: 26.81966 Å^3
• Polar Surface Area: 46.53 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 104-107 °C(lit.)
• Optical Rotation: [α]25/D +55°, c = 1 in chloroform

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: 99%
• Linear Formula: C6H5CH(OH)CO2CH2C6H5

DETAILS

Sigma Aldrich - 458295

Packaging
5 g in glass bottle